He was worried about approaching you directly.

In other words, he may have felt that sending you a message asking if you are having any luck on the site would enable him to start a conversation with you without being too obvious about liking you.

He may have done this before with other girls and it may have worked.

He may have discovered that he has a lot more success in getting girls to respond to his messages if he comes at them with this type of message.

He may have sent more traditional messages of introduction and greeting to girls on the online dating site in the past and they may have ignored his messages.

In messaging you and asking if you are having any luck on the site he may be hoping that he can open up a channel of communication with you.

He most likely already knows that this is an unorthodox type of message.

However, he may have repeatedly sent very traditional type of messages to girls on the online dating site in the past and just didn’t get responses.

Hence why he is now sending you this kind of message.

In reading it, you may want to vent to someone about how your luck has been on the online dating site.

In venting to him, you would be opening up a potential channel of communication with him and this is what he is hoping for.

From here, he can try to build some rapport with you in the hopes that it could lead to a potential date at some point in the future.

A guy from an online dating site who messages you asking if you are having any luck on the site may be trying to determine what kind of relationship that you are looking for.

You may have included the type of relationship that you are looking for on your online dating profile.

However, he may not entirely trust that information.

He may have messaged girls on the online dating site in the past who misrepresented what kind of relationship that they were truly looking for.

For example, he may be looking for a serious relationship and may have sent messages to girls who stated that they were looking for the same in their online dating profile.

However, upon having a few message exchanges with these girls, he may have come to realize that they weren’t serious at all about meeting someone to date on a serious level.

He may have gotten the impression that these girls were on the online dating site to just have fun and get attention.

They may have even given him the impression that they had no intention of ever meeting anyone in person from the online dating site.

He may have been unhappy that he has continuously run into girls like this.

They state that they want a serious relationship on their online dating profile and end up not being true to their word.

Hence, this guy from an online dating site may have messaged you asking if you are having any luck on the site because he doesn’t want to make the mistake of believing what you stated in your online dating profile.

He may have also stated that he is looking for the same kind of relationship on his online dating profile.

However, he just doesn’t want to get too excited about the prospect that you are looking for the same, even if it is stated in your online dating profile.

Being that he has come across other girls on the online dating site who misrepresented the kind of relationship that they are truly looking for, he wants to be a lot more cautious from here on out.

In asking you if you are having any luck on the site, he is hoping that in your response, he will be able to get some clues as to the kind of relationship that you are truly looking for.

For example, if you were to reply that you are having no luck with the site because every guy that messages you just wants to sleep with you, he would get a strong hint that you are most likely looking for a serious relationship.

With this response, he would feel like he can now start putting the time and effort into getting to know you because you have confirmed that you are looking for the same kind of relationship that he is.